IP Library Granted Patent US 11,608,350
Granted Patent B2
US 11,608,350 · App. 17/032,267 · Granted Mar 21, 2023

Compositions and methods comprising conductive metal organic frameworks and uses thereof

Inventors: Mircea Dinca (Belmont, MA); Dennis Sheberla (Belmont, MA); Lei Sun (Cambridge, MA); Casey R. Wade (Waltham, MA); Michael Glenn Campbell (Cambridge, MA)
Assignee: Massachusetts Institute of Technology
C07F15/045B01J20/226C07F1/005C07F1/08C07F15/065H01G11/30
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Quick Facts
Patent No.
US 11,608,350
App. No.
17/032,267
Granted
Mar 21, 2023
Kind
B2
Abstract

Compositions and methods comprising metal organic frameworks (MOFs) and related uses are generally provided. In some embodiments, a MOF comprises a plurality of metal ions, each coordinated with at least one ligand comprising at least two sets of ortho-diimine groups arranged about an organic core.

Claims (21)

1. A composition comprising:

a conductive material comprising a metal-organic framework (MOF),

wherein the MOF comprises a plurality of metal ions, each coordinated with at least one ligand comprising at least two sets of ortho-phenylenediimine groups arranged about an aromatic core.

2. The composition of claim 1 , wherein a portion of the metal ions are associated with two, three, or four ligands, and each of those ligands is individually associated with one, two, three, or four metal ions.

3. The composition of claim 1 , wherein each metal ion is a monovalent, divalent, or trivalent metal ion.

4. The composition of claim 1 , wherein each metal ion is Ag + , Cu + , Au + , Mg 2+ , Mn 2+ , Fe 2+ , Co 2+ , Ni 2+ , Cu 2+ , Pd 2+ , Pt 2+ , Ru 2+ , Cd 2+ , Zn 2+ , Pb 2+ , Hg 2+ , V 2+ , Cr 2+ , Ni +2 , Fe 3+ , V 3+ , Ti 3+ , Sc 3+ , Al 3+ , In 3+ , Ga 3+ , Mn 3+ , Co 3+ , and/or Cr 3+ .

5. The composition of claim 1 , wherein the aromatic core comprises a plurality of fused aryl and/or heteroaryl rings.

6. The composition of claim 1 , wherein the aromatic core comprises one or more of benzyl, thiophenyl, carbazolyl, pyrrolyl, indolyl, and furanyl rings.

7. The composition of claim 1 , wherein the at least one ligand comprises the structure:

wherein n is 1, 2, or 3, and C represents the aromatic core.

8. The composition of claim 1 , wherein the at least one ligand has the structure:

wherein:

each R 1 is the same or different and is selected from the group consisting of hydrogen, —NO 2 , —R′, —F, —Cl, —Br, —I, —CN, —NC, —SO 3 R′, —SO 3 H, —OR′, —OH, —SR′, —SH, —PO 3 R′, —PO 3 H, —CF 3 , —NR′ 2 , —NHR′, and —NH 2 ; and

each R′ is the same or different and is optionally substituted alkyl or optionally substituted aryl.

9. The composition of claim 1 , wherein the at least one ligand has the structure:

wherein each R 1 is the same or different and is selected from the group consisting of hydrogen, —NO 2 , —R′, —F, —Cl, —Br, —I, —CN, —NC, —SO 3 R′, —SO 3 H, —OR′, —OH, —SR′, —SH, —PO 3 R′, —PO 3 H, —CF 3 , —NR′ 2 , —NHR′, and —NH 2 ;

each X is the same or different and is selected from the group consisting of NR′, O, S, Se, and Te; and

each R′ is the same or different and is optionally substituted alkyl or optionally substituted aryl.

10. The composition of claim 1 , wherein the MOF is configured to detect a presence and/or a concentration of one or more analytes.

11. The composition of claim 10 , wherein the one or more analytes comprise ammonia.

12. The composition of claim 10 , wherein the one or more analytes comprise O 2 , CO 2 , CO, oxides of nitrogen, water, amines, N-heterocycles, alcohols, ketones, aldehydes, ethers, aromatics, nitriles, phosphonates, and/or hydrocarbons.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 7, 2021
From: DINCA, MIRCEA; SHEBERLA, DENNIS; SUN, LEI; WADE, CASEY R.; CAMPBELL, MICHAEL GLENN
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 057397/0288 →
CONFIRMATORY LICENSE Recorded Apr 23, 2021
From: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 056033/0093 →
Continuity (5)
Division 16240629 · Jan 4, 2019
Continuation 15309023
Provisional Application 62091100 · Dec 12, 2014
Provisional Application 61988952 · May 6, 2014
Related Publication 20210009617A1 · Jan 14, 2021